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Find low faresSouthwest® flights from Boston to Portland, OR from $119
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1 Passenger
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Low fares from Boston to Portland, OR
$
Boston (BOS)to
Portland, OR (PDX)
Depart: 03/02/2026
One-way
Basic
From
$119
Seen: 17 hrs ago
Boston (BOS)to
Portland, OR (PDX)
Depart: 03/18/2026
One-way
Basic
From
$144
Seen: 7 hrs ago
Boston (BOS)to
Portland, OR (PDX)
Depart: 02/20/2026
One-way
Basic
From
$144
Seen: 12 hrs ago
Boston (BOS)to
Portland, OR (PDX)
Depart: 03/02/2026
One-way
Choice
From
$159
Seen: 17 hrs ago
Boston (BOS)to
Portland, OR (PDX)
Depart: 03/25/2026
One-way
Basic
From
$160
Seen: 19 hrs ago
Boston (BOS)to
Portland, OR (PDX)
Depart: 03/07/2026
One-way
Basic
From
$160
Seen: 12 hrs ago
Explore flights from Boston to Portland, OR
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Flight Details
Departing from:
Logan International Airport
Arriving at:
Portland International Airport
Distance:
2537 miles
Route Information
76† Weekly flights
† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.
Questions we hear the most
There are 76 weekly flights from Boston to Portland, OR on Southwest Airlines.
To find the lowest fares by day and time to fly Boston to Portland, OR with Southwest, check out our Low Fare Calendar.
You can rent a car at Portland International Airport book yours with your flight.
Yes! Flights from Boston to Portland, OR—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Check the status of your upcoming Southwest flight.
Check out the Southwest Airlines® Help Center for answers about everything Southwest.